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Journal of the Korean Chemical Society (JKCS)

ISSN 1017-2548(Print)
ISSN 2234-8530(Online)
Volume 35, Number 6
JKCSEZ 35(6)
December 20, 1991 

Electrochemical Reduction on the -S-N= Bond of N-Tert-butylbenzothiazole-2-sulfenamide

N-Tert-butylbenzothiazole-2-sulfenamide의-S-N = 결합에 대한 전기화학적 환원
Hae-Jin Kim, Keun-Ho Jung, Qw-Won Choi, Il-Kwang Kim, Sun Young Leem

김해진, 정은호, 최규원, 김일광, 임선영
N-tert-butylbenzothiazole-2-sulfenamide (TBBS;가황촉진제)의 전기화학적 환원을 직류와 시차펄스 폴라로그래피, 순환 전압전류법, 조절전위 전기량법으로 연구하였다. TBBS의 전극환원과정은 단일 환원파(-2.31 volts vs. Ag/0.1M AgNO3)에서 비가역으로 4전자가 이동하는 E-C-E-C 반응기구로 진행되었다. 조절전위 전기분해 결과 sulfenamide(-S-N=)결합이 끊어지고 mercaptobenzothiazole (MBT)과 유리된 황 그리고 benzothiazole disulfide (MBT dimer) 등이 생성물로 얻어졌다. 생성물의 분석결과와 pH변화에 따른 폴라로그램의 해석을 바탕으로 전기화학적 반응기구를 제안하였다.

The electrochemical reduction of N-tert-butylbenzothiazole-2-sulfenamide (TBBS; vulcanization accelerator) was investigated by direct current, differential pulse polarography, cyclic voltammetry and controlled potential coulometry. The electrode reduction of TBBS proceeded E-C-E-C reaction mechanism by four electrons transfer at irreversible one wave (-2.31 volts vs. Ag/0.1M AgNO3 in AN). As the results of controlled potential electrolysis, mercaptobenzothiazole (MBT), benzothiazole disulfide (MBT dimer) and extricated sulfur were products which followed by cleavage of the sulfenamide (-S-N=) bond. Upon the basis of products analysis and polarogram interpretation with pH variable, electrochemical reaction mechanism was suggested.

673 - 679
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